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chrisevansjellybeans · 4 years

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Undercover | Mob!Steve Rogers

I saw this post by @rosierose-e and got inspired to write this mob! Steve Rogers smut. All mistakes are my own.

ALSO THANK YOU FOR 400 FOLLOWERS! Love you all and appreciate the support immensely! Thank you :)

Warning: Smut!!! NSFW choking, cockwarming, swearing

Part Two

Word Count: 5k

You squinted as you looked at yourself in the mirror. The weight of the false lashes a foreign feeling on your eyes. You felt like a clown. This was not you at all. You wore the basics: some foundation, concealer, blush, mascara and if you were really feeling fancy a lip gloss. But nothing heavy. One, your skin was unforgiving and if you went heavier than the BB cream you used you would have pimples for days. Two, in your line of work heavy makeup just wasn’t ideal.

“Wow, you look amazing.” You looked up in the mirror to see the rookie Peter Parker getting into the van behind you. Peter was sweet, a little naive, but a good agent nonetheless. He had joined the force about three months ago and Director Fury had insisted he learn from the best, so now he was your partner for the remainder of the year.

“Thanks, Pete.” You sighed as you straightened up, pulling the hem of the skin tight black dress down only to have it bunch up again. “I feel ridiculous.”

“Well you don’t look it.” He handed you a cup of coffee and you took it with a grateful smile. You needed all the caffeine you could get tonight.

Tonight you were going undercover at the notorious Red White and Blue Gala hosted by none other than notorious mob boss Steve Rogers. It was his lame attempt and pretending to be an upstanding citizen but hosting an event in honor of the men and women in service. A good cause but for a bad reason. It was rumored that more than just helpful charity happened at this event.

You and the rest of your team had been tailing Rogers for close to two years. Trying to get anything to tie the bastard down to all the crimes you knew his organization was behind. But he was good at his job. Leaving no trace evidence that could link any of the nefarious acts back to him.

He was a cocky son of a bitch and you wanted to be the one to nail him.

Peter glanced down at the watch on his wrist before clapping his hands together. “Almost showtime, partner.”

You felt your hands get clammy as the nerves started to wrack your body. You had done undercover work before in the last seven years you’ve been a part of the force but there was something different about this one. Something more dangerous. Steve Rogers was a dangerous man.

You turned back to the mirror and fixed your hair and makeup one last time before letting out a long breath. You again tried to pull down the hem of the dress but with no avail. You wanted badly to be mad at the catering company that you had been able to infiltrate but you knew that this was probably the work of Rogers. Sick bastard.

You slipped on the four inch heels they gave you and you nearly stumbled into Peter as you tried to take a step. Heels. Another thing not usually worn in your line of business.

“Okay, this is a listening device.” Peter explained as he pinned a small but beautiful butterfly pin on your right breast. You couldn’t help but chuckle as his hands fumbled as he accidentally grazed over where your nipple would be. “Sorry.”

“It’s a boob, Parker. It’s fine.” Peter just nodded before finishing pinning it.

“Anyway,” he continued. “It’ll be recording everything that we need and coming right back here to my feed in the van. It’s small enough that it won’t get detected by any scanners. Unfortunately we won’t be able to communicate but if you say ‘pineapple’ we’ll come in and get you out.”

“Pineapple.” You said more to yourself than to Peter.

“Pineapple. And I mean, Y/N. Anything starts to get fishy you get out of there. Roger’s is ruthless.”

“I know.” You patted his shoulder. “Thanks for looking out for me, rook.”

“Yeah, yeah.” He pushed you out the van. “Kick ass, partner.”

You gave him a small salute before turning around and following another group of girls dressed just like you into the expansive mansion in front of you.

You tried not to be too awestruck as you took in the structure of the building. It looked like something out of an old mystery novel. The entire place was dark. Dark wood and dark furniture. The lights all a dimmed tan light that fed into the mysterious atmosphere. Your eyes darted to the artwork that littered the wall, all depictions of a fall from grace.

Is that how you see yourself, Rogers? A fallen angel?

“Hey!” You snapped back to attention as a frantic voice called over to you. “What the hell are you doing? Get to the kitchen.”

You bit your tongue as you glared at the rude man before following the rest of the women into the kitchen.

Dressed all like you, there were probably about twenty other women there. All of them easily could have been supermodels. The rude man pushed you towards a group of about three of them who were all balancing drinks on a tray.

“Grab one and go.” The man, Stan you gathered from his nametag, said before turning to another group of women. You picked up a tray and prayed to all powers in the universe that the combination of full glasses of wine and these heels didn’t cause you to completely embarrass yourself.

The ballroom was huge. You suddenly felt very small as you wandered around the room, offering drinks to some of New York’s most high profile residents. You kept your eyes peeled for the familiar mob boss. Your heart rate sped up as you noticed him across the room, chatting with a beautiful woman. You watched as he leaned down and whispered something to her, causing her to blush before playfully pushing his shoulder. He just smirked before turning his attention to the man on the other side of him-Clint Barton, completely ignoring her now, but she still stayed by his side watching his every move.

Pathetic.

You had to get to him. Get him alone and get him talking. But how?

“Well aren’t you the prettiest thing in the room.” You felt yourself stiffen as a pair of hands wandered down your back and rested on your hip. The smell of expensive cologne attacking your senses.

Slowly you turned around to find James “Bucky” Barnes looking at you like a predator to its prey. Bucky, was Steve’s right hand man. His best friend. He was handsome. Dark hair, even darker blue eyes and a smirk, that if he was anyone else, would have your panties melted off before you could even blink. You glanced down at the infamous metal arm that was hidden underneath an expensive suit jacket, but his hand flexed slightly as he noticed you looking at it.

“Thank you, Mr. Barnes.” You forced out. “Can I offer you a drink?” You pushed the tray between the two of you in offering and also creating more space.

“No, I’m all set, doll.” He raised his glass of scotch. “Just wanted to talk to a pretty thing like you.”

“There are plenty of other beautiful women here.” You said, your voice slightly cold. You hoped he would get the hint.

“None quite like you.” He smirked and you fought everything in you to roll your eyes.

“Does that line actually work?”

Bucky took a step back at your bluntness. You see out of the corner of your eye, Rogers and Barton start to head towards the door. You had to make a move, because if he left to go do business he might not come back down for a while.

“It was nice talking to you, Mr. Barnes.” You quickly moved past him, ignoring his short “wait”. You rushed, but not too obviously, towards where Steve was heading. If you went fast enough you could cut him off. You felt your heart drop to your stomach as you tripped over your heels, the tray in your hand shooting forward and the glasses of red wine landing square on Steve Rogers’ suit.

“What the fuck?” The room went silent at his angry outburst. You stumbled as you tried to stand up, but were immediately hoisted up when his large hands wrapped around the tops of your arms.

“I’m so sorry, sir.” You sputtered. For a moment you forgot where you were. Why you were here. His blue eyes, dark with fury, scanned your face as he held your arms. You had never really taken a good look at him. All pictures in his file weren’t anything special or high definition. But now, seeing him up close? You were beginning to understand the woman from earlier giddiness.

He was beautiful.

You bit your lip as he ran his tongue over his bottom lip. You suddenly felt very aware of your body and the fact that he hadn’t taken his eyes off of you.

“Go.” He pushed you towards the door he had been walking to with Barton. You walked through the door with shaky legs as you heard him mutter something to Barton before following you.

“Sir, I’m so-”

“Shut up.” He growled as he stepped through the door, the heavy wood slamming shut behind him. “Walk.”

You hesitated. You didn’t know where he wanted you to walk to. Grumbling, Steve once again pushed you forward and you just started walking down the hallway. As you walked down you noticed a door that was slightly ajar. You glanced in while walking past and took note of the firearms and drugs that were very obviously there.

“Keep. Walking.” Steve’s voice was harsh in your ear before you heard him slam the door shut.

“Yes, sir.” you muttered.

The two of you continued to walk until you made it to the room at the end of the hall. Tentatively you opened it, waiting for any different direction, but Steve remained silent behind you so you continued.

The room was...different. It was very different from the dark vibe of the rest of the house. There was a large bay window to your left that overlooked the back of the house that homed a large garden and pool. The walls were painted a soft beige and the furniture a lighter wood than the rest of the house. Even the bed was covered in a white duvet that looked like a cloud just waiting to be jumped on. It was homey. It was nice.

“Mr. Rogers-”

“Who do you work for?” He demanded, shutting the door.

You froze. You tried hard to make sure your face didn’t give away anything as he stared you down. You didn’t let your gaze falter as he stalked closer to you.

“Lee’s Catering.” You answered earnestly.

“Bullshit.” He was now only a foot away from you. His broad shoulders heaving as he raked you up and down. “I know every single girl that works for Stan. I’ve never seen you before. So answer me again and honestly this time. Who the fuck do you work for?”

“So he’s not allowed to hire new girls?” You snapped, immediately covering your mouth with your hand.

Fuck.

“Watch your tone with me, sweetheart. You’re on very thin ice right now.” He closed the final gap between the two of you and you gasped when his hand went around your throat, but not tightening enough to cut off any oxygen.

“That old bat isn’t allowed to hire anyone that I haven’t vetted.” He hissed in your ear. You shuttered as the vibrato of his voice sent shivers straight down to your core.

“Please.” Your voice came out in a whisper as your eyes pleaded with him.

Steve opened his mouth but nothing came out, his nose brushed along the curve of your neck and you sucked in a breath as his mouth latched onto the sensitive spot underneath your jaw.

“Strip.” He commanded, pushing you back causing you to fall onto the bed.

“What?”

“Take off your fucking clothes so I can see if you’re wired.” He snapped. You slowly pulled at the hem of your dress before drawing it up your body and over your head. Before you could fully get it off he stopped you. Your heart stopped as he reached over to the butterfly pin and pulled it off the dress. You watched in horror as he walked to his door, opening it and calling out to someone at the end of the hall.

“Yeah boss?” You tried to see him, but Steve’s frame was blocking the small opening in the door.

“Take this and run a test. Let me know if it’s bugged.” He demanded before closing the door. When he turned around he raised an expectant eyebrow at you letting you know you still had to take off the dress. You resumed your actions and turned your face away when his eyes flared at the matching set of red lingerie you had on underneath.

“See? No wires.” You whispered.

Steve didn’t say anything as he stalked towards you, rolling up the sleeves to the dress shirt he had on. Your body flushed as he leaned over you, his strong arms resting on either side of your chest. Slowly, he moved on hand to the strap of your bra before lowering it down off your shoulder. His thumb brushed over your pebbling nipple and you wanted to smack the smirk that formed on his face straight off.

“I better double check you’re not hiding anything anywhere.” He muttered before pulling the cup of your bra down, exposing your left breast. You shuttered as his thumb brushed over it again, this time with no barrier. His mouth was hot as wrapped his lips around the bud, causing you to let out an unwilling moan. Your hips bucked up as his tongue expertly ran over your nipple. His deftly unclipped your bra and moved his mouth to your other breast and continued the same assault. His hands moved down to your hips to steady them from bucking against his growing member.

“Hmm, looks like we’re clear up here.” He chuckled as his lips moved up to your jaw before capturing your mouth with his.

The kiss was fiery and embarrassingly so sent a wave of pleasure down to your aching core. You moaned into the kiss as you ran your fingers through his hair, giving it a tight tug. Steve growled at your movements as he fully leaned into you now, his muscular thighs trapping yours on the bed.

You ran your tongue along his bottom lip before slipping it in to find his own. You nearly came as Steve moaned into your mouth, his hands tightening on you and pulling you up to meet his rutting hips. Using all your strength you spun the two of you around, your mouths still connected, so you were now straddling his pelvis. You pulled away from the kiss and sat up.

Steve slowly opened his eyes, his pupils blown in desire as he looked up at you through hooded eyes. You began to unbutton his wine stained shirt, running your hands over his porcelain skin when it was fully opened. You traced your fingers over the tattoos that littered his abs and ribs. You took pleasure in the fact that Steve would shiver with every pass of your fingertip.

“I’m sorry about the stain, Mr. Rogers.” You said innocently, leaning down, your breasts pushed together as they rested on his now bare chest.

“You should be, princess.” His voice was deep. You let out a small yelp as one of his hands gave a harsh slap to your ass. “This is an expensive shirt. And don’t even get me started on the trousers.”

You hummed in understanding as you gave tiny kisses across his jaw and neck, taking time to suck on the skin around his collarbone. Your hands wandered down his body till they came in contact with the trousers in question. Slowly you sat up, running your hands over the stain on his pants but your eyes never leaving his.

“I hope you can get the stain out.” You licked your lips as you moved your body down his own until your face was directly by his crotch and the stain. You sucked on the stain near his cock and smiled when his member jumped in his briefs. You slowly pulled down his pants until he was just in his underwear, his cock trying so hard to break free from it’s confines.

Steve groaned as you finally freed his aching member. You gave the tip a little kitten lick as you looked up at him. He was now resting his weight on his arms as he leaned back and watched you in absolute wonder. You brushed your thumb across the tip, dragging the precum that had gathered there down the rest of his shaft. Your mouth watered at the thought of having him in your mouth. But you wanted to torture him a bit more.

You ran your tongue along the vein on the underside of his cock, while your hand squeezed lightly at the base. You wrapped your lips around the tip, your tongue playing with the slit there before pulling back with a pop.

“Mhmm, tasty.” You continued treating him like your own personal lollipop, but never fully enveloping his dick in your mouth.

“Sweetheart, either fucking suck it like I know you can or I’ll shove it down your fucking throat.” Steve wrapped your hair into a makeshift ponytail and forced your head up. “Got it?”

You didn’t respond, instead you finally took him into your mouth. You pushed past your gag reflex and took him all the way in until your nose brushed against the hairs on his naval.

“Oh fuck.” Steve’s voice praised as he started moving his hips, fucking his cock down the back of your throat.

Your eyes watered as you let him use your throat as his own little fuck toy. You reached between your legs trying to relieve the tension that was building there. You moaned around his cock as your fingers toyed with your clit.

“Shit, I wanna come in that fucking pussy.” He moaned as he pulled you off the floor and threw you back on the bed. You laid back, your fingers moving back to your clit as you watched him fully take off his clothes. He watched you with interest as you moved your lace panties to the side and slid a finger up your slit, gathering your juices before gently rubbing your clit again. He ran his hands up your legs before grabbing your hand and stopping your actions.

“This,” He patted harshly against your pussy and you moaned at the sensation. “Is mine. Don’t touch, unless I tell you to.”

“Yes, sir.” You moaned as his fingers replaced yours. Your back arched as he dipped one finger into your hole.

“Fuck, baby. When was the last time somebody fucked this little cunt? You’re so fucking tight, baby.” He moaned, watching as your pussy greedily closed around his finger.

“You’re gonna feel so good around my cock, sweetheart.” Steve’s eyes met yours and for a moment he looked like a man that you might actually want to be with. His cold exterior was gone and replaced with a man who was just as lustfully lost as you were.

“I want your cock now. Please.” you cried out as he slipped another finger in. Your body bucking as he curled his fingers up hitting that spot that so few had been able to get to with you.

“Yeah? My little slut wants daddy’s cock to fill her up?” He leaned over you, capturing your lips again. You moaned into his mouth at his words. You never admitted it to anyone but you always had a little bit of a daddy kink. You wrapped your arms around his neck, holding onto him tightly as waves of pleasure crashed over you.

“Please, daddy.” You whimpered against his lips as your hips bucked against his. “Please fuck me.”

Steve chuckled darkly, kissing you quickly again, before ripping your panties clean off your body. You didn’t even care that he just ruined the most expensive pair of underwear you owned. You just needed his cock in you now.

You bit the inside of your cheek as you watched him lineup his cock with your dripping hole, slowly pushing the head into your tight channel. You both let out moans as he bottomed out. He fell forward, his forehead resting against yours. You whined as you tried to move your hips against his but he just forced them down with his hands.

“Steve!” You all but screamed. “Please.”

“Patience, baby.” He said through gritted teeth. “Your pussy’s so fucking tight. Squeezing daddy’s cock so good. I just need a minute.”

You let out a humph as you continued to buck your hips against his.

“What the fuck did I just say?” He growled, he leaned up and wrapped his hand around your throat. “Don’t be a fucking brat.”

You opened your mouth to apologize but it was overtaken as you let out a yelp as he pulled himself out before slamming his cock back into you. You threw your head back as he fucked into you relentlessly, his hand tightening around your throat. You were in a state of euphoria as his cock dragged in and out of your walls.

“Oh my god.” You mewl as he continues to completely destroy your pussy. Before you could process what’s happening, Steve flips you over so your face is pushed into the fluffy comforter. He pulls your hips back so your ass is in the air and he easily slides back into you.

“Tight little cunt fucking loves my cock.” You cry out as his hand delivers a slap against your ass before moving to your hips and pushing you back onto his dick. You feel your eyes roll to the back of your head as the tip of his cock hits your g-spot.

“Daddy!” You call out. Steve leans over and pulls you up by your neck, causing your back to be flush with his front as he fucks up into you. His other hand moves down to play with your clit.

“Are you gonna come baby girl? I feel your pussy milking my cock. You wanna come?” He growls in your ear. “Huh? You wanna come all over my cock?”

“Yes! Oh god, yes!”

“I’m so close, princess.” He drops his head into the crook of your neck. “Come on, baby. Squeeze my cock, make daddy come with you.”

You feel that familiar feeling in your tummy as your orgasm approaches.

“Shit.” You breathe out as your orgasm gets closer and closer. Steve’s fingers move faster against your clit. You cry out as your orgasm finally crashes over you. Steve lets out a groan as you feel his cock twitch inside of you, his cum shooting inside your walls.

“You feel so good.” He breathes as his orgasm dies down. You hum in agreement but you’re too tired to say anything else. You close your eyes as you feel Steve lower your both to the bed. You whimper as he pulls out of you.

“I’ll be right back.” He presses a kiss to your forehead and you just give him a nod. You’re completely incoherent. Totally fucked out. He’s gone for a couple minutes and you hear the water in the bathroom running before he comes back. With your eyes closed you don’t see how he pauses at the side of bed, appreciating the curves of your body as you curled yourself under one of his many blankets.

You whine as you feel him move the blanket before running a washcloth between your legs. “Steve?”

“Yes, princess?” You hate that your stomach flutters at the nickname.

“Don’t leave.” You mutter, closing your eyes once more.

Steve doesn’t respond for a second and at first you think that he’s going to leave but then you feel the bed dip and a strong arm pulling you close. You smile to yourself as your hand lands on top of his.

“Get some rest.” He whispers in your ear.

“Mmkay.” you hum and you don’t know if it’s your imagination or not but you swore you felt Steve smile against your skin.

You wake with a jolt. You glance at the clock and curse silently. You’ve been asleep for two hours. You turn over and see Steve still there, his eyes closed and his breathing steady. You find yourself staring at his long eyelashes and how they rest gently along the tops of his cheek. He doesn’t look like a scary mob boss here. He looks human. He looks peaceful.

“I can feel you staring.” Steve opens one eye and gives you a small smile. “Like what you see?”

You gasp as he grabs you and has you straddle his hips. You rest your hands easily on his chest and stare down at him, smirking as you feel his cock start to stir.

“Hmmm, I love these.” His hands reach up and twist at your nipples causing you to bite back a moan.

“Steve…”

“And your pussy is so responsive to me, princess. It’s like it was made for me.” He rubs his thumb across your clit. “I can feel how wet you are again.”

“Well you’re playing with my clit. Of course I’m gonna get wet.” You retort.

Steve raises an eyebrow at you. “You really think being sassy is in your best interest?”

You roll your eyes but don’t respond. Steve grumbles before lifting you up a bit and impaling you on his now hard cock.

“Fuck!” You slap his chest and Steve chuckles. Nonetheless you start rocking your hips against his.

“Nuh uh,” Steve tuts. He holds your hips still. “You’re just gonna sit here like this. Keep me nice and warm.”

“Steveeee.” You whine, lowering your head to his chest.

“Don’t be such a brat then.” He growls. You raise your head to look at him and even though his words are tough, his eyes are soft. And for a moment your taken back. “So sit still for daddy.”

You groan but stay still. Steve runs his fingers up and down your back, tracing patterns along your skin and you hum in appreciation. Your peaceful moment is upended though when his phone rings on the nightstand next to him.

“Rogers.” He answers quickly. You stay quiet as you hear the voice on the other end of the line talk about the product movement. You smirk to yourself as Steve begins to discuss logistics, completely ignoring your presence.

“I’m a little busy, Stark.” Tony Stark? As in Mayor of the city Tony Stark? He was in on this too. “I’ll call you back.” Steve threw his phone back on the nightstand and brought your face up to his to pull you into a searing kiss.

“Please, daddy?” You say against his lips. You start rocking your hips again and this time, Steve doesn’t stop you.

You're a moaning mess as Steve’s hips snap up yours, your orgasm fast approaching.

“Gonna cum already?”

“Yes, yes! Oh god, I’m so close!” You breathe as he quickens his pace.

“Cum, baby girl. Make a mess on daddy.” He groans, his head tipping back.

“Steve!” You choke out as your body spasms with pleasure. Steve comes quickly after you and you shutter as you feel his seed leaking out of your worn out hole.

You lay your head down on his chest again and try to gather your thoughts. You need to get out of here.

“I should go.” You whisper, sitting up. Steve’s cock is still inside you and you almost don’t want to leave because you feel so full.

“I wanna see you again.” He runs his fingers across your cheek. The sense of power you feel seeing the country’s biggest mob boss underneath you, drunk on your sex is overwhelming. You love the feeling.

“You will. Soon.” You lean down and give him a deep kiss. “I promise.” You peck his lips once more before gathering your clothes from the floor.

Slipping on your shoes you give him one last wink before hurrying out the door and down the hall. You manage to find a way to the kitchen without having to walk through the rest of the party and you sneak out behind a delivery man who brought in a ridiculously large ice sculpture.

Once you're outside you take your heels off and run towards the van down the street. You hurriedly knock on the back, checking your surroundings to make sure no one sees you. Peter opens the door and he looks like he’s seen a ghost when he sees you.

“Y/N!” He pulls you into the van. “Oh my god, I was getting worried. When we heard him say that he wanted to check the pin I had to turn off the devices so they wouldn’t get traced. And then you didn’t come out. But Fury said that you would be fine but man, I was so nervous and-”

“Parker, shut up and hand me a piece of paper.” You clapped your hands together, pulling him out of his ramble. Peter nodded and handed you a pen and paper watching intently as you started writing down everything you overheard on the phone call.

“What is this?”

“Rogers is working with Stark and they're moving some sort of product tomorrow.” You said proudly.

“How did you...this is huge!”

“My Ma always said that there are two ways to get to a man. One is through his stomach and the other is in his pants.” You shrugged.

“And I’m guessing you didn’t make him a grilled cheese sandwich.” Peter makes a face.

“Not exactly.” You laugh. “Now let’s go. We gotta get this to Fury.”

Part 2

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